Call us at (888) 625-4885 to learn more about active adult communities in Massachusetts

Massachusetts 55+ active adult communities & homes for sale - Page 3

152 communities near Massachusetts

Sort by:

Relevance

Relevance

The Cottages at Lebaron H...
$500ks - $600ks
The Cottages at Lebaron H..., Lakeville, MA
New Construction | 55+ age-restricted | Built 2019 - present | 32 homes
Liberty Woods
$600ks - $700ks
Liberty Woods, Hanson, MA
New Construction | 55+ age-restricted | Built 2023 - present | 56 homes
North Woods of Colchester
$300ks - $400ks
North Woods of Colchester, Colchester, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 140 homes
Bartlett Hollow
$200ks - $400ks
Bartlett Hollow, Middletown, CT
New Construction | 55+ age-restricted | Built 2015 - present | 25 homes
The Atrium of Portland
<$100k
The Atrium of Portland, Portland, CT
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 56 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Bidwell Village
$300ks - $400ks
Bidwell Village, Coventry, CT
New Construction | 55+ age-restricted | Built 2020 - present | 37 homes
Hampton Meadows
$700ks - $900ks
Hampton Meadows, Hampton, NH
Resale Only | 55+ age-restricted | Built 1998 - 2002 | 116 homes
Bramble Ridge
$300ks
Bramble Ridge, Suffield, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 47 homes
Autumn Fields
$200ks - $300ks
Autumn Fields, Enfield, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 56 homes
Stone Castle Estates
$200ks - $600ks
Stone Castle Estates, Methuen, MA
Resale Only | 55+ age-restricted | Built 2005 - 2018 | 89 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Regency at Assabet Ridge
$500ks - $600ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 homes
Angell Brook Village
$300ks
Angell Brook Village, West Boylston, MA
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 homes
Pheasant Hill
$300ks - $400ks
Pheasant Hill, Northborough, MA
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 48 homes
Red Mill Village
$400ks - $600ks
Red Mill Village, Norton, MA
Resale Only | 55+ age-restricted | Built 2012 - 2014 | 156 homes
The Village at Westminste...
$400ks - $500ks
The Village at Westminste..., Holden, MA
New and Resale | 55+ age-restricted | Built 2006 - present | 125 homes
Adams Farm
$700ks - $800ks
Adams Farm, Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 90 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Westbrook Crossing
$400ks - $500ks
Westbrook Crossing, Dedham, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 60 homes
Holliston Woods
$500ks - $700ks
Holliston Woods, Holliston, MA
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 66 homes
The Villages at Crane Mea...
$400ks
The Villages at Crane Mea..., Marlborough, MA
Resale Only | 55+ age-restricted | Built 2001 - 2005 | 91 homes
The Seasons at Salisbury
$400ks - $500ks
The Seasons at Salisbury, Holden, MA
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 91 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Balancing Rock
$500ks - $600ks
Balancing Rock, Holliston, MA
Resale Only | 55+ age-restricted | Built 2006 - 2008 | 49 homes
Rockwood Meadows
$600ks - $700ks
Rockwood Meadows, Upton, MA
New Construction | 55+ age-restricted | Built 2016 - present | 58 homes
Forest Glen
$400ks - $500ks
Forest Glen, Uxbridge, MA
New Construction | 55+ age-restricted | Built 2018 - present | 44 homes
Trail Ridge at Harvard
$700ks
Trail Ridge at Harvard, Harvard, MA
Resale Only | 55+ age-restricted | Built 2008 - 2023 | 52 homes
Northside Meadows
$600ks - $700ks
Northside Meadows, Framingham, MA
Resale Only | 55+ age-restricted | Built 2017 - 2019 | 60 homes
Wyman Farms
$500ks - $900ks
Wyman Farms, Shrewsbury, MA
New Construction | 55+ age-restricted | Built 2017 - present | 26 homes
59 North Main
$900ks
59 North Main, Sherborn, MA
New Construction | 55+ age-restricted | Built 2019 - present | 12 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
The Lanterns at Warren Wo...
$500ks - $700ks
The Lanterns at Warren Wo..., Ashland, MA
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 93 homes
Brooksmont
$400ks - $600ks
Brooksmont, Holliston, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 66 homes
Brookside Village
$700ks
Brookside Village, Walpole, MA
Resale Only | 55+ age-restricted | Built 2018 - 2018 | 30 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Wolcott Woods
$1Ms
Wolcott Woods, Milton, MA
New Construction | 55+ age-restricted | Built 2020 - present | 54 homes
Enclave at Hudson
$800ks - $1Ms
Enclave at Hudson, Hudson, MA
New Construction | 55+ age-restricted | Built 2021 - present | 64 homes
Village at Silver Hill
$1Ms - $2Ms
Village at Silver Hill, Weston, MA
New Construction | 55+ age-restricted | Built 2021 - present | 8 homes
Hawthorn Preserve
$900ks - $1Ms
Hawthorn Preserve, Braintree, MA
New Construction | 55+ age-restricted | Built 2025 - present | 51 homes
Bates Quarry
Bates Quarry, Walpole, MA
New Construction | 55+ age-restricted | Built 2025 - present | 100 homes
The Village at Northridge
$500ks - $600ks
The Village at Northridge, North Reading, MA
Resale Only | 55+ age-restricted | 56 homes
Shaker Heights
$400ks - $500ks
Shaker Heights, Enfield, CT
New Construction | 55+ age-restricted | Built 2018 - present | 77 homes
Country Hills
$600ks
Country Hills, East Kingston, NH
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 36 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Rowell Estates
$300ks - $400ks
Rowell Estates, Kingston, NH
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 33 homes
RiverWalk at Bedford
$500ks
RiverWalk at Bedford, Bedford, NH
Resale Only | 55+ age-restricted | Built 2006 - 2006 | 90 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
New Millwood Preserve 5 BAITING BROOK RD 5, FRAMINGHAM, MA, 01..., Framingham, MA 01701
$1,429,000

2 beds

|

4 baths

|

3,396 sq ft

|

Condo

5 BAITING BROOK RD 5, FRAMINGHAM, MA, 01...
Community: Millwood Preserve
New Bartlett Hill 19 PLUMROSE CT 19, PORTLAND, CT, 06480, Portland, CT 06480
$500,000

2 beds

|

3 baths

|

1,503 sq ft

19 PLUMROSE CT 19, PORTLAND, CT, 06480
Community: Bartlett Hill
New The Preserve at Hunters Hill 72 CLUBHOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$799,900

2 beds

|

2 baths

|

1,600 sq ft

|

House

72 CLUBHOUSE DR, DIGHTON, MA, 02715
New Quail Ridge 20 PARKLAND LN 20, ACTON, MA, 01720, Acton, MA 01720
$925,000

2 beds

|

2 baths

|

2,149 sq ft

|

Condo

20 PARKLAND LN 20, ACTON, MA, 01720
Community: Quail Ridge
New The Preserve at Hunters Hill 127 CLUBHOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$756,275

2 beds

|

2 baths

|

1,815 sq ft

|

House

127 CLUBHOUSE DR, DIGHTON, MA, 02715
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
New Riverside Woods 1 FRANCIS DR 405, ANDOVER, MA, 01810, Andover, MA 01810
$529,900

2 beds

|

2 baths

|

1,135 sq ft

|

Condo

1 FRANCIS DR 405, ANDOVER, MA, 01810
Community: Riverside Woods
Martins Landing 320 MARTINS LNDG 509, NORTH READING, MA,..., North Reading, MA 01864
$824,995

2 beds

|

2 baths

|

1,450 sq ft

|

Condo

320 MARTINS LNDG 509, NORTH READING, MA,...
Community: Martins Landing
Martins Landing 320 MARTINS LNDG 307, NORTH READING, MA,..., North Reading, MA 01864
$774,995

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

320 MARTINS LNDG 307, NORTH READING, MA,...
Community: Martins Landing
The Gardens of Wilbraham 79 CHERRY DR 79, WILBRAHAM, MA, 01095, Wilbraham, MA 01095
$435,000

2 beds

|

2 baths

|

1,376 sq ft

|

Condo

79 CHERRY DR 79, WILBRAHAM, MA, 01095
The Village at Orchard Meadows 79 ORCHARD MEADOWS DR 79, SHREWSBURY, MA..., Shrewsbury, MA 01545
$534,900

2 beds

|

2 baths

|

1,370 sq ft

|

Condo

79 ORCHARD MEADOWS DR 79, SHREWSBURY, MA...
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Oak Point 307 BLUEBERRY CIR, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$450,000

3 beds

|

2 baths

|

1,700 sq ft

|

House

307 BLUEBERRY CIR, MIDDLEBORO, MA, 02346
Community: Oak Point
The Pines at Hathaway Pond 14 HATHAWAY POND CIR 14, ROCHESTER, MA, ..., Rochester, MA 02770
$685,000

2 beds

|

3 baths

|

1,776 sq ft

|

Condo

14 HATHAWAY POND CIR 14, ROCHESTER, MA, ...
WestRidge 68 HASTINGS RD 68, HUDSON, MA, 01749, Hudson, MA 01749
$850,000

3 beds

|

3 baths

|

2,264 sq ft

|

Condo

68 HASTINGS RD 68, HUDSON, MA, 01749
Community: WestRidge
Southport 14 STONY BROOK DR 516, MASHPEE, MA, 0264..., Mashpee, MA 02649
$699,000

2 beds

|

3 baths

|

1,792 sq ft

|

Condo

14 STONY BROOK DR 516, MASHPEE, MA, 0264...
Community: Southport
Pennington Crossing 4402 PENNINGTON DR 4402, WALPOLE, MA, 02..., Walpole, MA 02081
$799,900

2 beds

|

2 baths

|

1,339 sq ft

|

Condo

4402 PENNINGTON DR 4402, WALPOLE, MA, 02...
Community: Pennington Crossing
The Trails 21 BIRKDALE LN 21, HOPKINTON, MA, 01748, Hopkinton, MA 01748
$1,149,000

2 beds

|

4 baths

|

3,610 sq ft

|

Condo

21 BIRKDALE LN 21, HOPKINTON, MA, 01748
Community: The Trails
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Martins Landing 280 MARTINS LNDG 104, NORTH READING, MA,..., North Reading, MA 01864
$559,900

1 beds

|

1 baths

|

972 sq ft

|

Condo

280 MARTINS LNDG 104, NORTH READING, MA,...
Community: Martins Landing
Northwoods at Sudbury 10 NORTHWOOD DR 301, SUDBURY, MA, 01776, Sudbury, MA 01776
$649,000

1 beds

|

2 baths

|

1,668 sq ft

|

Condo

10 NORTHWOOD DR 301, SUDBURY, MA, 01776
Sawyer's Reach 62 MARINERS WAY 210, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$504,900

1 beds

|

2 baths

|

910 sq ft

|

Condo

62 MARINERS WAY 210, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
Great Island 23 WOODSONG, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$949,000

2 beds

|

2 baths

|

2,096 sq ft

|

House

23 WOODSONG, PLYMOUTH, MA, 02360
Community: Great Island
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Riverside Woods 6 OVERLOOK DR 305, ANDOVER, MA, 01810, Andover, MA 01810
$679,900

2 beds

|

2 baths

|

1,720 sq ft

|

Condo

6 OVERLOOK DR 305, ANDOVER, MA, 01810
Community: Riverside Woods
Willis Brook at Lynnfield 1 FAIRWAY LN 62, LYNNFIELD, MA, 01940, Lynnfield, MA 01940
$1,700,000

2 beds

|

2 baths

|

1,913 sq ft

|

Condo

1 FAIRWAY LN 62, LYNNFIELD, MA, 01940
Great Island 7 MADISON REACH, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$725,000

2 beds

|

3 baths

|

2,061 sq ft

|

House

7 MADISON REACH, PLYMOUTH, MA, 02360
Community: Great Island
Riverside Woods 6 OVERLOOK DR 204, ANDOVER, MA, 01810, Andover, MA 01810
$679,900

2 beds

|

2 baths

|

1,600 sq ft

|

Condo

6 OVERLOOK DR 204, ANDOVER, MA, 01810
Community: Riverside Woods
Great Island 28 CROSS WIND, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$745,000

2 beds

|

3 baths

|

2,061 sq ft

|

House

28 CROSS WIND, PLYMOUTH, MA, 02360
Community: Great Island
Regency at Methuen 67 SHERWOOD DR 67, METHUEN, MA, 01844, Methuen, MA 01844
$799,900

3 beds

|

3 baths

|

2,488 sq ft

|

House

67 SHERWOOD DR 67, METHUEN, MA, 01844
Community: Regency at Methuen
Oak Point 303 BLUEBERRY CIR, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$465,000

3 beds

|

2 baths

|

1,950 sq ft

|

House

303 BLUEBERRY CIR, MIDDLEBORO, MA, 02346
Community: Oak Point
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Brierly Pond Village 26 HORNE WAY 26, MILLBURY, MA, 01527, Millbury, MA 01527
$546,000

2 beds

|

3 baths

|

1,968 sq ft

|

Condo

26 HORNE WAY 26, MILLBURY, MA, 01527
Great Island 28 COTTAGE CV, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$929,000

2 beds

|

3 baths

|

3,276 sq ft

|

House

28 COTTAGE CV, PLYMOUTH, MA, 02360
Community: Great Island
Upton Ridge 56 SHANNON WAY 56, UPTON, MA, 01568, Upton, MA 01568
$709,000

2 beds

|

3 baths

|

1,950 sq ft

|

Condo

56 SHANNON WAY 56, UPTON, MA, 01568
Community: Upton Ridge
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Regency at Glen Ellen 20 GLEN ELLEN BLVD 20, MILLIS, MA, 02054, Millis, MA 02054
$1,275,000

4 beds

|

3 baths

|

2,892 sq ft

|

Condo

20 GLEN ELLEN BLVD 20, MILLIS, MA, 02054
Whitestone Village 1001 ALYSSA DR 1001, GROVELAND, MA, 0183..., Groveland, MA 01834
$569,000

2 beds

|

2 baths

|

1,306 sq ft

|

Condo

1001 ALYSSA DR 1001, GROVELAND, MA, 0183...
Community: Whitestone Village
Del Webb Chauncy Lake 5 PETERS FARM WAY 410, WESTBOROUGH, MA, ..., Westborough, MA 01581
$594,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

5 PETERS FARM WAY 410, WESTBOROUGH, MA, ...
Del Webb Chauncy Lake 5 PETERS FARM WAY 302, WESTBOROUGH, MA, ..., Westborough, MA 01581
$414,995

1 beds

|

1 baths

|

972 sq ft

|

Condo

5 PETERS FARM WAY 302, WESTBOROUGH, MA, ...
The Preserve at Hunters Hill 3059 CLUB HOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$649,999

3 beds

|

2 baths

|

1,524 sq ft

|

House

3059 CLUB HOUSE DR, DIGHTON, MA, 02715
Great Island 7 SHINGLEWOOD, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$899,900

3 beds

|

3 baths

|

3,619 sq ft

|

House

7 SHINGLEWOOD, PLYMOUTH, MA, 02360
Community: Great Island
Del Webb Chauncy Lake 6305 PETERS FARM WAY 6305, WESTBOROUGH, ..., Westborough, MA 01581
$474,999

2 beds

|

2 baths

|

1,166 sq ft

|

Condo

6305 PETERS FARM WAY 6305, WESTBOROUGH, ...
The Gardens of Wilbraham 137 CHERRY DR 137, WILBRAHAM, MA, 01095, Wilbraham, MA 01095
$400,000

2 beds

|

2 baths

|

1,241 sq ft

|

Condo

137 CHERRY DR 137, WILBRAHAM, MA, 01095
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Southport 68 LEISURE GREEN DR 68, MASHPEE, MA, 026..., Mashpee, MA 02649
$779,900

2 beds

|

3 baths

|

1,620 sq ft

|

House

68 LEISURE GREEN DR 68, MASHPEE, MA, 026...
Community: Southport
Seton Highlands at The Pinehills 26 ABERDEEN 26, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$1,065,000

3 beds

|

5 baths

|

3,680 sq ft

|

Condo

26 ABERDEEN 26, PLYMOUTH, MA, 02360
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.



Frequently Asked Questions


Massachusetts 55+ Housing Market Trends

Trend Shown:

Number of Listings

Massachusetts 55+ Housing Market Trends Massachusetts 55+ Housing Market Trends

Connect with an agent
Want to learn more about 55+ communities in Massachusetts?
  • Insights and market stats
  • Instant new home alerts
  • Answers from local 55+ experts

Call us now: (888) 625-4885

Want to learn more about 55+ communities in Massachusetts?

Call us: (888) 625-4885
152 communities
Remove Boundaries ×
Map Satellite

Reinmlsx

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Jul 21, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top